CA1140137A - Additifs etaleurs d'huile lubrifiante - Google Patents

Additifs etaleurs d'huile lubrifiante

Info

Publication number: CA1140137A
Authority: CA; Canada
Prior art keywords: oil; additive; lubricating oil; oils; prepared
Prior art date: 1978-12-04
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA000331863A

Other languages

English (en)

Inventor

Timothy R. Erdman

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Chevron USA Inc

Original Assignee

Chevron Research and Technology Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1978-12-04

Filing date

1979-07-16

Publication date

1983-01-25

1979-07-16 Application filed by Chevron Research and Technology Co filed Critical Chevron Research and Technology Co

1983-01-25 Application granted granted Critical

1983-01-25 Publication of CA1140137A publication Critical patent/CA1140137A/fr

Status Expired legal-status Critical Current

Links

239000002270 dispersing agent Substances 0.000 title claims abstract description 34
239000000654 additive Substances 0.000 title claims abstract description 30
239000010687 lubricating oil Substances 0.000 title claims abstract description 29
239000000203 mixture Substances 0.000 claims abstract description 40
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 9
125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims abstract description 8
239000003921 oil Substances 0.000 claims description 40
-1 hydrocarbyl sulfonamide Chemical class 0.000 claims description 30
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 28
KZNICNPSHKQLFF-UHFFFAOYSA-N dihydromaleimide Natural products O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 23
239000000047 product Substances 0.000 claims description 23
229910052757 nitrogen Inorganic materials 0.000 claims description 22
229920000768 polyamine Polymers 0.000 claims description 16
229960002317 succinimide Drugs 0.000 claims description 13
230000000996 additive effect Effects 0.000 claims description 12
229920000642 polymer Polymers 0.000 claims description 12
VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 9
230000001050 lubricating effect Effects 0.000 claims description 9
239000012141 concentrate Substances 0.000 claims description 7
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 6
229930195733 hydrocarbon Natural products 0.000 claims description 5
150000002430 hydrocarbons Chemical class 0.000 claims description 5
FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 5
239000004215 Carbon black (E152) Substances 0.000 claims description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 4
229940124530 sulfonamide Drugs 0.000 claims description 4
FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 3
229940014800 succinic anhydride Drugs 0.000 claims description 3
239000007859 condensation product Substances 0.000 claims 1
238000004519 manufacturing process Methods 0.000 claims 1
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 39
235000019198 oils Nutrition 0.000 description 38
238000006243 chemical reaction Methods 0.000 description 18
239000003085 diluting agent Substances 0.000 description 11
229910052717 sulfur Inorganic materials 0.000 description 10
125000004432 carbon atom Chemical group C* 0.000 description 9
238000012360 testing method Methods 0.000 description 9
238000000034 method Methods 0.000 description 8
150000001412 amines Chemical class 0.000 description 7
150000002148 esters Chemical class 0.000 description 7
125000001183 hydrocarbyl group Chemical group 0.000 description 7
239000011541 reaction mixture Substances 0.000 description 7
239000003599 detergent Substances 0.000 description 6
239000003208 petroleum Substances 0.000 description 6
238000003756 stirring Methods 0.000 description 6
239000008096 xylene Substances 0.000 description 6
150000003738 xylenes Chemical class 0.000 description 6
RREANTFLPGEWEN-MBLPBCRHSA-N 7-[4-[[(3z)-3-[4-amino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-2-yl]imino-5-fluoro-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(\N=C/3C4=CC(F)=CC=C4N(CN4CCN(CC4)C=4C(=CC=5C(=O)C(C(O)=O)=CN(C=5C=4)C4CC4)F)C\3=O)=NC=2)N)=C1 RREANTFLPGEWEN-MBLPBCRHSA-N 0.000 description 5
239000002253 acid Substances 0.000 description 5
150000001336 alkenes Chemical class 0.000 description 5
125000002947 alkylene group Chemical class 0.000 description 5
230000003749 cleanliness Effects 0.000 description 5
229940012017 ethylenediamine Drugs 0.000 description 5
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 5
238000002360 preparation method Methods 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
229920002367 Polyisobutene Polymers 0.000 description 4
125000003277 amino group Chemical group 0.000 description 4
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
239000000463 material Substances 0.000 description 4
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 3
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
125000000217 alkyl group Chemical group 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 3
230000003647 oxidation Effects 0.000 description 3
238000007254 oxidation reaction Methods 0.000 description 3
238000000746 purification Methods 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
235000011044 succinic acid Nutrition 0.000 description 3
239000010689 synthetic lubricating oil Substances 0.000 description 3
CIRMGZKUSBCWRL-LHLOQNFPSA-N (e)-10-[2-(7-carboxyheptyl)-5,6-dihexylcyclohex-3-en-1-yl]dec-9-enoic acid Chemical compound CCCCCCC1C=CC(CCCCCCCC(O)=O)C(\C=C\CCCCCCCC(O)=O)C1CCCCCC CIRMGZKUSBCWRL-LHLOQNFPSA-N 0.000 description 2
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
239000004743 Polypropylene Substances 0.000 description 2
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
239000002199 base oil Substances 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
239000004327 boric acid Substances 0.000 description 2
FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
GVPWHKZIJBODOX-UHFFFAOYSA-N dibenzyl disulfide Chemical compound C=1C=CC=CC=1CSSCC1=CC=CC=C1 GVPWHKZIJBODOX-UHFFFAOYSA-N 0.000 description 2
VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 2
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
230000032050 esterification Effects 0.000 description 2
238000005886 esterification reaction Methods 0.000 description 2
ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
239000003701 inert diluent Substances 0.000 description 2
239000003112 inhibitor Substances 0.000 description 2
239000007788 liquid Substances 0.000 description 2
239000000314 lubricant Substances 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
239000002480 mineral oil Substances 0.000 description 2
BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
229910052698 phosphorus Inorganic materials 0.000 description 2
239000011574 phosphorus Substances 0.000 description 2
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
229920001748 polybutylene Polymers 0.000 description 2
229920001223 polyethylene glycol Polymers 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
229920005862 polyol Polymers 0.000 description 2
229920000098 polyolefin Polymers 0.000 description 2
229920001155 polypropylene Polymers 0.000 description 2
229920001451 polypropylene glycol Polymers 0.000 description 2
239000002904 solvent Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
229920001897 terpolymer Polymers 0.000 description 2
UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
229910052725 zinc Inorganic materials 0.000 description 2
239000011701 zinc Substances 0.000 description 2
OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
RDAGYWUMBWNXIC-UHFFFAOYSA-N 1,2-bis(2-ethylhexyl)benzene Chemical class CCCCC(CC)CC1=CC=CC=C1CC(CC)CCCC RDAGYWUMBWNXIC-UHFFFAOYSA-N 0.000 description 1
YEYQUBZGSWAPGE-UHFFFAOYSA-N 1,2-di(nonyl)benzene Chemical class CCCCCCCCCC1=CC=CC=C1CCCCCCCCC YEYQUBZGSWAPGE-UHFFFAOYSA-N 0.000 description 1
RLPSARLYTKXVSE-UHFFFAOYSA-N 1-(1,3-thiazol-5-yl)ethanamine Chemical compound CC(N)C1=CN=CS1 RLPSARLYTKXVSE-UHFFFAOYSA-N 0.000 description 1
YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
PTJWCLYPVFJWMP-UHFFFAOYSA-N 2-[[3-hydroxy-2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)COCC(CO)(CO)CO PTJWCLYPVFJWMP-UHFFFAOYSA-N 0.000 description 1
YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
FWAVAVCRVWBJRP-UHFFFAOYSA-N 3-(2-methylprop-1-enyl)oxolane-2,5-dione Chemical compound CC(C)=CC1CC(=O)OC1=O FWAVAVCRVWBJRP-UHFFFAOYSA-N 0.000 description 1
NUCFNMOPTGEHQA-UHFFFAOYSA-N 3-bromo-2h-pyrazolo[4,3-c]pyridine Chemical compound C1=NC=C2C(Br)=NNC2=C1 NUCFNMOPTGEHQA-UHFFFAOYSA-N 0.000 description 1
CLPFFLWZZBQMAO-UHFFFAOYSA-N 4-(5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-5-yl)benzonitrile Chemical compound C1=CC(C#N)=CC=C1C1N2C=NC=C2CCC1 CLPFFLWZZBQMAO-UHFFFAOYSA-N 0.000 description 1
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
XTJFFFGAUHQWII-UHFFFAOYSA-N Dibutyl adipate Chemical compound CCCCOC(=O)CCCCC(=O)OCCCC XTJFFFGAUHQWII-UHFFFAOYSA-N 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
229920000181 Ethylene propylene rubber Polymers 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
CETAGCPEESRQJY-UHFFFAOYSA-M [Zn+].CCCCCCCCOP([S-])(=S)OCCCCCCCC Chemical compound [Zn+].CCCCCCCCOP([S-])(=S)OCCCCCCCC CETAGCPEESRQJY-UHFFFAOYSA-M 0.000 description 1
229920006243 acrylic copolymer Polymers 0.000 description 1
239000008186 active pharmaceutical agent Substances 0.000 description 1
239000001361 adipic acid Substances 0.000 description 1
235000011037 adipic acid Nutrition 0.000 description 1
230000002411 adverse Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
125000002723 alicyclic group Chemical group 0.000 description 1
150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
125000003342 alkenyl group Chemical group 0.000 description 1
150000004996 alkyl benzenes Chemical class 0.000 description 1
OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
IVHKZGYFKJRXBD-UHFFFAOYSA-N amino carbamate Chemical compound NOC(N)=O IVHKZGYFKJRXBD-UHFFFAOYSA-N 0.000 description 1
239000010775 animal oil Substances 0.000 description 1
239000002518 antifoaming agent Substances 0.000 description 1
150000008378 aryl ethers Chemical class 0.000 description 1
230000005540 biological transmission Effects 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
150000004074 biphenyls Chemical class 0.000 description 1
BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
WLLCYXDFVBWGBU-UHFFFAOYSA-N bis(8-methylnonyl) nonanedioate Chemical compound CC(C)CCCCCCCOC(=O)CCCCCCCC(=O)OCCCCCCCC(C)C WLLCYXDFVBWGBU-UHFFFAOYSA-N 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
ZMRQTIAUOLVKOX-UHFFFAOYSA-L calcium;diphenoxide Chemical compound [Ca+2].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 ZMRQTIAUOLVKOX-UHFFFAOYSA-L 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
239000004359 castor oil Substances 0.000 description 1
235000019438 castor oil Nutrition 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
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DZQISOJKASMITI-UHFFFAOYSA-N decyl-dioxido-oxo-$l^{5}-phosphane;hydron Chemical compound CCCCCCCCCCP(O)(O)=O DZQISOJKASMITI-UHFFFAOYSA-N 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
229940100539 dibutyl adipate Drugs 0.000 description 1
150000001991 dicarboxylic acids Chemical class 0.000 description 1
150000005690 diesters Chemical class 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical class C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 description 1
238000004821 distillation Methods 0.000 description 1
KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical class CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000010696 ester oil Substances 0.000 description 1
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UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical compound NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 description 1
238000006266 etherification reaction Methods 0.000 description 1
238000000605 extraction Methods 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
239000012530 fluid Substances 0.000 description 1
235000019256 formaldehyde Nutrition 0.000 description 1
229960004279 formaldehyde Drugs 0.000 description 1
125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
239000000446 fuel Substances 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
235000011087 fumaric acid Nutrition 0.000 description 1
239000003502 gasoline Substances 0.000 description 1
238000007429 general method Methods 0.000 description 1
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
AHMZKMOWTURMQK-UHFFFAOYSA-N hexyl-(4-methylpentan-2-yloxy)-silyloxysilane Chemical compound CCCCCC[SiH](O[SiH3])OC(C)CC(C)C AHMZKMOWTURMQK-UHFFFAOYSA-N 0.000 description 1
239000010720 hydraulic oil Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
239000010699 lard oil Substances 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
239000010688 mineral lubricating oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
239000000178 monomer Substances 0.000 description 1
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
229940117969 neopentyl glycol Drugs 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
229910017464 nitrogen compound Inorganic materials 0.000 description 1
150000002830 nitrogen compounds Chemical class 0.000 description 1
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
125000005702 oxyalkylene group Chemical group 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
238000005325 percolation Methods 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
150000003017 phosphorus Chemical class 0.000 description 1
229920001921 poly-methyl-phenyl-siloxane Polymers 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920001281 polyalkylene Polymers 0.000 description 1
229920005652 polyisobutylene succinic anhydride Polymers 0.000 description 1
150000003077 polyols Chemical class 0.000 description 1
229920006389 polyphenyl polymer Polymers 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
238000010992 reflux Methods 0.000 description 1
229940116351 sebacate Drugs 0.000 description 1
CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
150000003335 secondary amines Chemical group 0.000 description 1
239000003079 shale oil Substances 0.000 description 1
239000010703 silicon Substances 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010802 sludge Substances 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
150000003456 sulfonamides Chemical class 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
150000003505 terpenes Chemical class 0.000 description 1
235000007586 terpenes Nutrition 0.000 description 1
150000001911 terphenyls Chemical class 0.000 description 1
JZALLXAUNPOCEU-UHFFFAOYSA-N tetradecylbenzene Chemical class CCCCCCCCCCCCCCC1=CC=CC=C1 JZALLXAUNPOCEU-UHFFFAOYSA-N 0.000 description 1
MQHSFMJHURNQIE-UHFFFAOYSA-N tetrakis(2-ethylhexyl) silicate Chemical compound CCCCC(CC)CO[Si](OCC(CC)CCCC)(OCC(CC)CCCC)OCC(CC)CCCC MQHSFMJHURNQIE-UHFFFAOYSA-N 0.000 description 1
ZUEKXCXHTXJYAR-UHFFFAOYSA-N tetrapropan-2-yl silicate Chemical compound CC(C)O[Si](OC(C)C)(OC(C)C)OC(C)C ZUEKXCXHTXJYAR-UHFFFAOYSA-N 0.000 description 1
150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
238000012546 transfer Methods 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
- C10M159/16—Reaction products obtained by Mannich reactions
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/34—Introducing sulfur atoms or sulfur-containing groups
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
- C10M133/54—Amines
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
- C10M133/56—Amides; Imides
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
- C10M135/10—Sulfonic acids or derivatives thereof
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/027—Neutral salts thereof
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
- C10M2215/26—Amines
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2221/04—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/045—Metal containing thio derivatives
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/04—Groups 2 or 12
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/06—Groups 3 or 13
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2070/00—Specific manufacturing methods for lubricant compositions
- C10N2070/02—Concentrating of additives
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B1/00—Engines characterised by fuel-air mixture compression
- F02B1/02—Engines characterised by fuel-air mixture compression with positive ignition
- F02B1/04—Engines characterised by fuel-air mixture compression with positive ignition with fuel-air mixture admission into cylinder

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Oil, Petroleum & Natural Gas (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Lubricants (AREA)
Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

CA000331863A 1978-12-04 1979-07-16 Additifs etaleurs d'huile lubrifiante Expired CA1140137A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US966,179		1978-12-04
US05/966,179 US4275006A (en)	1978-12-04	1978-12-04	Process of preparing dispersant lubricating oil additives

Publications (1)

Publication Number	Publication Date
CA1140137A true CA1140137A (fr)	1983-01-25

Family

ID=25511020

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000331863A Expired CA1140137A (fr)	1978-12-04	1979-07-16	Additifs etaleurs d'huile lubrifiante

Country Status (10)

Country	Link
US (1)	US4275006A (fr)
JP (1)	JPS5575494A (fr)
AU (1)	AU523682B2 (fr)
CA (1)	CA1140137A (fr)
DE (1)	DE2946065A1 (fr)
FR (1)	FR2449723A1 (fr)
GB (1)	GB2038840B (fr)
MX (1)	MX151645A (fr)
NL (1)	NL7907410A (fr)
ZA (1)	ZA794119B (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4410437A (en) *	1978-12-04	1983-10-18	Chevron Research Company	Amine substituted hydrocarbon polymer dispersant lubricating oil additives
US4338205A (en) *	1980-08-25	1982-07-06	Exxon Research & Engineering Co.	Lubricating oil with improved diesel dispersancy
US4521319A (en) *	1981-03-13	1985-06-04	Chevron Research Company	Dispersant lubricating oil additives
US4379064A (en) *	1981-03-20	1983-04-05	Standard Oil Company (Indiana)	Oxidative passivation of polyamine-dispersants
US4585566A (en) *	1984-11-21	1986-04-29	Chevron Research Company	Carbonate treated dispersants
US4695390A (en) *	1985-01-04	1987-09-22	The Lubrizol Corporation	Reaction product of polyalrylene-substituted polycarboxylic acid acylating agent, polyamine and sulfolene as a dispersant
US4889646A (en) *	1987-06-30	1989-12-26	Amoco Corporation	Nitrogen containing dispersants treated with mineral acids
US4881945A (en) *	1987-10-23	1989-11-21	Chevron Research Company	Fuel compositions containing very long chain alkylphenyl poly(oxyalkylene) aminocarbonates
US4933485A (en) *	1987-10-23	1990-06-12	Chevron Research Company	Lubricating oil compositions containing very long chain alkylphenyl poly (oxyalkylene) aminocarbamates

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2461341A (en) *	1946-01-26	1949-02-08	Shell Dev	Secondary sulfolanyl amines
US2530070A (en) *	1946-04-15	1950-11-14	Shell Dev	Cyclic sulfone amines
FR1338359A (fr) *	1961-06-12	1963-09-27	Lubrizol Corp	Compositions additives pour huiles hydrocarbonées constituées par des composés organiques comportant du soufre et de l'azote
US3200107A (en) *	1961-06-12	1965-08-10	Lubrizol Corp	Process for preparing acylated amine-cs2 compositions and products
DE1182776B (de) *	1961-08-02	1964-12-03	Chemiewerk Homburg Zweignieder	Verfahren zur Steigerung der Loeslichkeit des Theophyllins
NL302077A (fr) *	1962-12-19
US3390086A (en) *	1964-12-29	1968-06-25	Exxon Research Engineering Co	Sulfur containing ashless disperant
DK127733C (da) *	1965-01-08	1974-05-27	Strol Ltd	Slamdispergerende additiv.
US3449440A (en) *	1965-06-03	1969-06-10	Chevron Res	Polyalkylene sulfides,sulfoxides and sulfones
US3451166A (en) *	1966-09-26	1969-06-24	Exxon Research Engineering Co	Mineral lubricating oil containing sulfurized alkylated aryl amine
US3715368A (en) *	1966-12-22	1973-02-06	Chevron Res	Sulfonyl substituted terpolymer fuel detergents
US3600372A (en) *	1968-06-04	1971-08-17	Standard Oil Co	Carbon disulfide treated mannich condensation products
US3846316A (en) *	1968-12-03	1974-11-05	Phillips Petroleum Co	Lubricants containing reaction products of petroleum sulfonic acids and organic nitrogen polymers
GB1377948A (en) *	1971-10-21	1974-12-18	Lubrizol Corp	Additives for use in lubricant and fuel compositions
US3904595A (en) *	1973-09-14	1975-09-09	Ethyl Corp	Lubricating oil dispersant
US4122266A (en) *	1975-06-09	1978-10-24	Chevron Research Company	Reaction of aryl sulfonic acid ester and amines
US4070295A (en) *	1976-02-02	1978-01-24	Exxon Research And Engineering Company	Sulfone copolymeric additive for hydrocarbon oils
US4122021A (en) *	1977-05-16	1978-10-24	Uniroyal, Inc.	Antioxidant stabilized lubricating oils

1978
- 1978-12-04 US US05/966,179 patent/US4275006A/en not_active Expired - Lifetime
1979
- 1979-07-16 CA CA000331863A patent/CA1140137A/fr not_active Expired
- 1979-07-31 AU AU49404/79A patent/AU523682B2/en not_active Ceased
- 1979-08-08 ZA ZA00794119A patent/ZA794119B/xx unknown
- 1979-08-16 MX MX178946A patent/MX151645A/es unknown
- 1979-09-12 JP JP11623279A patent/JPS5575494A/ja active Pending
- 1979-10-05 NL NL7907410A patent/NL7907410A/nl not_active Application Discontinuation
- 1979-11-15 DE DE19792946065 patent/DE2946065A1/de not_active Withdrawn
- 1979-11-21 GB GB7940332A patent/GB2038840B/en not_active Expired
- 1979-11-26 FR FR7929066A patent/FR2449723A1/fr active Granted

Also Published As

Publication number	Publication date
NL7907410A (nl)	1980-06-06
FR2449723A1 (fr)	1980-09-19
DE2946065A1 (de)	1980-06-26
FR2449723B1 (fr)	1983-07-18
JPS5575494A (en)	1980-06-06
GB2038840B (en)	1982-12-08
GB2038840A (en)	1980-07-30
AU523682B2 (en)	1982-08-12
US4275006A (en)	1981-06-23
MX151645A (es)	1985-01-25
ZA794119B (en)	1980-07-30
AU4940479A (en)	1980-06-12

Legal Events

Date	Code	Title	Description
2000-01-25	MKEX	Expiry

Publication	Publication Date	Title
US4648980A (en)	1987-03-10	Hydrocarbon soluble nitrogen containing dispersant - fluorophosphoric acid adducts
US4686054A (en)	1987-08-11	Succinimide lubricating oil dispersant
US3278550A (en)	1966-10-11	Reaction products of a hydrocarbonsubstituted succinic acid-producing compound, an amine and an alkenyl cyanide
KR970010864B1 (ko)	1997-07-01	아미도-아민으로부터 유도된 개선된 분산제 첨가제
US4615826A (en)	1986-10-07	Hydrocarbon soluble nitrogen containing dispersant-fluorophosphoric acid adducts
US3366569A (en)	1968-01-30	Lubricating compositions containing the reaction product of a substituted succinic acid-producing compound, an amino compound, and an alkenyl cyanide
US3798165A (en)	1974-03-19	Lubricating oils containing high molecular weight mannich condensation products
US3985802A (en)	1976-10-12	Lubricating oils containing high molecular weight Mannich condensation products
US4354950A (en)	1982-10-19	Mannich base derivative of hydroxyaryl succinimide and hydrocarbon oil composition containing same
CA1337412C (fr)	1995-10-24	Compositions de lubrifiant et de fluide fonctionnel, possedant une capacite amelioree de desemulsification
US5328622A (en)	1994-07-12	Oil soluble dispersant additives modified with monoepoxy monounsaturated compounds
US3546324A (en)	1970-12-08	Amine salts of dithiophosphoric acids
US4747971A (en)	1988-05-31	Hydrocarbon soluble nitrogen containing dispersant - fluorophosphoric acid adducts
CA1190216A (fr)	1985-07-09	Dispersant a base de succinimide pour huile lubrifiante
EP0271937A2 (fr)	1988-06-22	Composition lubrifiante
US5972853A (en)	1999-10-26	Wear control with dispersants employing poly alpha-olefin polymers
US4142980A (en)	1979-03-06	Mannich reaction products made with alkyphenol substituted aliphatic unsaturated carboxylic acids
US4410437A (en)	1983-10-18	Amine substituted hydrocarbon polymer dispersant lubricating oil additives
CA1140137A (fr)	1983-01-25	Additifs etaleurs d'huile lubrifiante
GB2201678A (en)	1988-09-07	Lactone modified polymeric amines useful as oil soluble dispersant additives
US3991079A (en)	1976-11-09	Aminosulfonic acid-heterocyclo propane-amine reaction products
US4088586A (en)	1978-05-09	Mannich base composition
US5232616A (en)	1993-08-03	Lubricating compositions
US4031015A (en)	1977-06-21	Nitrile-amine reaction products
US4005021A (en)	1977-01-25	Oil-soluble reaction products of (a) a high molecular weight olefin polymer, acrylonitrile, chlorine, an amine and maleic anhydride, with (g) an aliphatic amines; and lubricant compositions containing the same